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557978

Sigma-Aldrich

(S)-(+)-2-Nonanol

97%, optical purity98%

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About This Item

Linear Formula:
CH3(CH2)6CH(OH)CH3
CAS Number:
Molecular Weight:
144.25
MDL number:
UNSPSC Code:
12352001
PubChem Substance ID:

assay

97%

optical activity

[α]22/D +8.5°, c = 1% in chloroform

optical purity

98%

refractive index

n20/D 1.43 (lit.)

bp

193-194 °C (lit.)

density

0.827 g/mL at 25 °C (lit.)

SMILES string

CCCCCCC[C@H](C)O

InChI

1S/C9H20O/c1-3-4-5-6-7-8-9(2)10/h9-10H,3-8H2,1-2H3/t9-/m0/s1

InChI key

NGDNVOAEIVQRFH-VIFPVBQESA-N

Application

(S)-(+)-2-Nonanol can be used as a reactant to prepare:
  • Nonan-2-yl 4-nitrobenzoate by reacting with 4-nitrobenzoic acid in Mitsunobu reaction conditions.[1]
  • Chiral conjugated polythiophene derivatives from achiral monomers in nematic liquid crystal solvent.[2]

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

180.0 °F - closed cup

flash_point_c

82.2 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)


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DPPE: A convenient replacement for triphynylphosphine in the staudinger and Mitsunobu reactions
ONeil Ian A, et al.
Tetrahedron Letters, 39(42), 7787-7790 (1998)
Optically active conjugated polymers prepared from achiral monomers by polycondensation in a chiral nematic solvent
Goto H and Akagi K
Angewandte Chemie (International ed. in English), 117(28), 4396-4402 (2005)

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